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232564

Ethyl 2,4-dioxovalerate

Name: Ethyl 2,4-dioxovalerate
Brand: ALDRICH

97%

Synonym(s):

Ethyl acetonoxalate

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About This Item

Linear Formula:

CH₃COCH₂COCOOC₂H₅

CAS Number:

615-79-2

Molecular Weight:

158.15

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24853912

EC Number:

210-447-5

Beilstein/REAXYS Number:

607062

MDL number:

MFCD00009124

Assay:

97%

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Properties

Quality Level

200

assay

97%

refractive index

n20/D 1.474 (lit.)

bp

101-103 °C/12 mmHg (lit.)

mp

16-18 °C (lit.)

density

1.126 g/mL at 25 °C (lit.)

functional group

ester, ketone

storage temp.

2-8°C

SMILES string

CCOC(=O)C(=O)CC(C)=O

InChI

1S/C7H10O4/c1-3-11-7(10)6(9)4-5(2)8/h3-4H2,1-2H3

InChI key

OYQVQWIASIXXRT-UHFFFAOYSA-N

Description

General description

Assymmmetric hydrogenation of ethyl 2,4-dioxovalerate in the presence of chiral rhodium or ruthenium catalysts yields 2-hydroxy-4-methyltetrahydrofuran-2-one. Ethyl 2,4-dioxovalerate is a potential anti-fungal agent.

Application

Ethyl 2,4-dioxovalerate was used in the preparation of:

1H-pyrazolo-[3,4-d]-pyridazin-7(6H)-one core analog
pyrazole

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves

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Acylpyruvates as potential antifungal agents.

H A Burch

Journal of medicinal chemistry, 15(4), 429-431 (1972-04-01)

Preparation of 1-(4-methoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-ones as potent, selective and bioavailable inhibitors of coagulation factor Xa.

John M Fevig et al.

Bioorganic & medicinal chemistry letters, 16(14), 3755-3760 (2006-05-10)

Previously, potent factor Xa inhibitors were described based on a pyrazole core. Modifications of the pyrazole core have provided additional novel, highly potent factor Xa inhibitors. This manuscript will describe the synthesis and biological activity of factor Xa inhibitors containing

New one pot synthesis of a chiral a-hydroxy-?-butyrolactone via sequential asymmetric hydrogenation of an a, ?-diketoester.

Blandin V, et al.

Tetrahedron Asymmetry, 9(16), 2765-2768 (1998)

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Global Trade Item Number

SKU	GTIN
232564-5G	04061838783561
232564-25G	04061837376412